Show me:

Upcoming Dates

Select a Month

January

February

March

April

May

June

July

August

September

October

November

December

Exact Dates

Average prices:

$

$$

$$$

Caribbean Vacation Deals

32 Deals

Each Caribbean location has its own culture and traditions, offering everything from historical stays to relaxing beachfront escapes. Travelers can choose from popular spots like Jamaica, Puerto Rico, the Bahamas, the Dominican Republic and more.

Popular among families and people looking for an easy escape, all-inclusive packages are common here at budget-friendly as well as luxurious properties. These packages tend to include flights, hotel stays, meals and some activities.

Prices are most reasonable June-November, which is hurricane season in the Caribbean. Aruba, Bonaire and Curacao are popular during those months because they fall outside of the hurricane belt. The most popular time to visit is mid-December into April, and prices can shoot up over spring break times.